[关键词]
[摘要]
芹菜素(AP)是一种天然的抗氧化剂,具有多种生物活性,但是存在药效低、开发利用低等问题。为了提高芹菜素的开发应用和药效,本研究对芹菜素进行结构修饰,制备了芹菜素席夫碱金属衍生物,并采用紫外(UV),红外(UV),差热-热重分析(DSC-DTG)等波谱分析方法表征化合物。采用水杨酸法和邻苯三酚-NBT法评价芹菜素和其衍生物的体外清除羟基自由基(?OH)和超氧自由基(O2-?)活性。通过表征,合成了两种新的芹菜素席夫碱金属配合物,即[Co(C22H16O4N)2(H2O)2]?8H2O和[Zn(C22H16O4N)2(H2O)2]?4H2O配合物,AP、[CoL2]和[ZnL2]清除?OH自由基的IC50为880.65±46.52 μg/mL,517.12±16.36 μg/mL,633.62±18.95 μg/mL;清除O2-?自由基的IC50为116.30±3.94 μg/mL,61.13±0.05 μg/mL,48.56±0.32 μg/mL,合成的配合物相对芹菜素抗氧化活性增强,有望开发出一种新型抗氧化性食品添加剂,为芹菜素的开发及抗氧化剂的研究提供理论研究基础。
[Key word]
[Abstract]
Apigenin (AP) is a natural antioxidant possessing multiple biological activities, but has some limitations such as low efficacy and low utilization. To better develop and utilize AP, its structure was modified. The Schiff-base derivatives of AP ([Co(C22H16O4N)2(H2O)2]?8H2O and [Zn(C22H16O4N)2(H2O)2]?4H2O) were synthesized, and characterized by ultraviolet (UV), infrared (IR), differential scanning calorimetry (DSC)-derivative thermograms (DTG), and other spectroscopic methods. Through the salicylic acid method and the pyrogallic acid-nitroblue tetrazolium (NBT) method, the in vitro superoxide radical and hydroxyl radical scavenging activities of AP and its Schiff-base derivatives were evaluated. Structural characterization showed that two Schiff-base derivatives of AP, [Co(C22H16O4N)2(H2O)2]?8H2O and [Zn(C22H16O4N)2(H2O)2]?4H2O, were successfully prepared. The half-maximal inhibitory concentration (IC50) values of AP, [CoL2], and [ZnL2] on scavenging hydroxyl radical were 880.65 ± 46.52 μg/mL, 517.12 ± 16.36 μg/mL, and 633.62 ± 18.95 μg/mL, respectively. The IC50 values of AP, [CoL2], and [ZnL2] on scavenging superoxide radical were 116.30 ± 3.94 μg/mL, 61.13 ± 0.05 μg/mL, and 48.56 ± 0.32 μg/mL, respectively. Two novel Schiff-base complexes of AP, [Co(C22H16O4N)2(H2O)2]?8H2O and [Zn(C22H16O4N)2(H2O)2]?4H2O, possessed stronger antioxidant activity than AP, which might be a new antioxidant food additive. This research provided a theoretical basis for AP development during future studies on antioxidants.
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[基金项目]
海南省自然科学基金(214032);海南医学院大学生创新训练项目(HYCX2014034)